Hydrochloric Acid → 5-(2,4-Dimethoxybenzyl)-4-oxo-5-azaspiro[2.4]heptane-7-carboxylic Acid

HRID 83584ノート

反応式

HRID 83584 の反応式
C[O:2][C:3]([CH:5]1[C:9]2([CH2:11][CH2:10]2)[C:8](=[O:12])[N:7]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][C:15]=2[O:22][CH3:23])[CH2:6]1)=[O:4].[OH-].[Na+].Cl>CCCCCC.C(OCC)(=O)C>[CH3:23][O:22][C:15]1[CH:16]=[C:17]([O:20][CH3:21])[CH:18]=[CH:19][C:14]=1[CH2:13][N:7]1[CH2:6][CH:5]([C:3]([OH:4])=[O:2])[C:9]2([CH2:11][CH2:10]2)[C:8]1=[O:12]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 71287769HCID 71287769、化合物

生成物 1

HCID 866803935-(2,4-Dimethoxybenzyl)-4-oxo-5-azaspiro[2.4]heptane-7-carboxylic Acid収率 82.3%

試薬・触媒・溶媒 1

HCID 21226206Ethyl acetate hexane溶媒

実験手順

To a solution of 5-(2,4-dimethoxybenzyl)-4-oxo-5-azaspiro[2.4]heptane-7-carboxylic acid methyl ester (2.02 g) in tetrahydrofuran/methanol (1/1, 12 ml) was added a 1M aqueous solution of sodium hydroxide (12 ml) at room temperature, and the mixture was stirred for 1 hour. To this reaction solution was added a 2M aqueous solution of hydrochloric acid (6 ml), and the mixture was stirred, and then concentrated under reduced pressure. The resulting residue was dissolved in ethyl acetate, the solution was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. To the resulting solid was added diisopropyl ether (8 ml), and the mixture was stirred. A solid was collected from this suspension by filtration, and was dried under reduced pressure to give the titled compound (1.59 g).

後処理

  1. stirringthe mixture was stirred
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe resulting residue was dissolved in ethyl acetate
  4. washthe solution was washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionTo the resulting solid was added diisopropyl ether (8 ml)
  8. stirringthe mixture was stirred
  9. filtrationA solid was collected from this suspension by filtration
  10. customwas dried under reduced pressure

出典と根拠

ORDレコード
ord-829fed76691b496cad1ae5ad748266b4
出典データセット
uspto-grants-2014_09
特許番号
US08846746B2

反応ノート

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